NPASS drugs

Drug Information

Drug ID:	NPD3225
Drug Name:	Dicumarol
Molecular Formula:	C19H12O6
Canonical SMILES:	O=c1oc2ccccc2c(c1Cc1c(=O)oc2c(c1O)cccc2)O
Standard InCHI:	InChI=1S/C19H12O6/c20-16-10-5-1-3-7-14(10)24-18(22)12(16)9-13-17(21)11-6-2-4-8-15(11)25-19(13)23/h1-8,20-21H,9H2
Standard InCHIKey:	DOBMPNYZJYQDGZ-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD3225

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	235
0.1-0.2	1131
0.2-0.3	2813
0.3-0.4	7170
0.4-0.5	5982
0.5-0.6	2986
0.6-0.7	7326
0.7-0.8	3140
0.8-0.85	93
0.85-0.9	13
0.9-0.95	0
0.95-1	1

Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
High Similarity	1.0	NPC229113
High Similarity	0.8908	NPC33717
High Similarity	0.8898	NPC2989
High Similarity	0.877	NPC31314
High Similarity	0.877	NPC474874
High Similarity	0.877	NPC193193
High Similarity	0.8718	NPC141068
High Similarity	0.8672	NPC238309
High Similarity	0.8651	NPC168259
High Similarity	0.8615	NPC307289
High Similarity	0.8615	NPC281558
High Similarity	0.8582	NPC71903
High Similarity	0.8527	NPC474289
High Similarity	0.8519	NPC170812
Intermediate Similarity	0.8462	NPC32463
Intermediate Similarity	0.84	NPC302107
Intermediate Similarity	0.8387	NPC264976
Intermediate Similarity	0.8346	NPC315807
Intermediate Similarity	0.8346	NPC131950
Intermediate Similarity	0.8333	NPC52247
Intermediate Similarity	0.8333	NPC187868
Intermediate Similarity	0.832	NPC247553
Intermediate Similarity	0.8319	NPC149545
Intermediate Similarity	0.8281	NPC89630
Intermediate Similarity	0.8271	NPC287533
Intermediate Similarity	0.8268	NPC311219
Intermediate Similarity	0.8258	NPC137264
Intermediate Similarity	0.8248	NPC310370
Intermediate Similarity	0.8248	NPC183642
Intermediate Similarity	0.8231	NPC258567
Intermediate Similarity	0.8231	NPC121740
Intermediate Similarity	0.8231	NPC224774
Intermediate Similarity	0.8222	NPC223616
Intermediate Similarity	0.8217	NPC88403
Intermediate Similarity	0.8211	NPC51345
Intermediate Similarity	0.8182	NPC115998
Intermediate Similarity	0.8182	NPC39753
Intermediate Similarity	0.8168	NPC469453
Intermediate Similarity	0.816	NPC152306
Intermediate Similarity	0.8156	NPC57470
Intermediate Similarity	0.8145	NPC128633
Intermediate Similarity	0.8143	NPC295696
Intermediate Similarity	0.814	NPC193805
Intermediate Similarity	0.8136	NPC139891
Intermediate Similarity	0.812	NPC250727
Intermediate Similarity	0.8106	NPC197425
Intermediate Similarity	0.8102	NPC278600
Intermediate Similarity	0.8102	NPC37428
Intermediate Similarity	0.8102	NPC144512
Intermediate Similarity	0.8102	NPC137262
Intermediate Similarity	0.8102	NPC47040
Intermediate Similarity	0.8102	NPC35501
Intermediate Similarity	0.8099	NPC142863
Intermediate Similarity	0.8099	NPC249942
Intermediate Similarity	0.8099	NPC180477
Intermediate Similarity	0.8099	NPC297886
Intermediate Similarity	0.8095	NPC298796
Intermediate Similarity	0.8092	NPC243688
Intermediate Similarity	0.8088	NPC246177
Intermediate Similarity	0.8088	NPC317045
Intermediate Similarity	0.8085	NPC287275
Intermediate Similarity	0.8077	NPC4164
Intermediate Similarity	0.8077	NPC93219
Intermediate Similarity	0.8077	NPC244495
Intermediate Similarity	0.8074	NPC213216
Intermediate Similarity	0.8074	NPC274121
Intermediate Similarity	0.8074	NPC50898
Intermediate Similarity	0.8074	NPC78540
Intermediate Similarity	0.8071	NPC36181
Intermediate Similarity	0.806	NPC19157
Intermediate Similarity	0.806	NPC113006
Intermediate Similarity	0.8045	NPC12694
Intermediate Similarity	0.8042	NPC161864
Intermediate Similarity	0.8042	NPC469933
Intermediate Similarity	0.8042	NPC208303
Intermediate Similarity	0.8033	NPC233238
Intermediate Similarity	0.803	NPC2401
Intermediate Similarity	0.803	NPC157212
Intermediate Similarity	0.8029	NPC47815
Intermediate Similarity	0.8029	NPC194281
Intermediate Similarity	0.8029	NPC127447
Intermediate Similarity	0.8029	NPC231772
Intermediate Similarity	0.8029	NPC473887
Intermediate Similarity	0.8029	NPC13408
Intermediate Similarity	0.8029	NPC234133
Intermediate Similarity	0.8029	NPC474886
Intermediate Similarity	0.8029	NPC29353
Intermediate Similarity	0.8029	NPC124784
Intermediate Similarity	0.8028	NPC153758
Intermediate Similarity	0.8028	NPC154217
Intermediate Similarity	0.8016	NPC96705
Intermediate Similarity	0.8016	NPC265547
Intermediate Similarity	0.8015	NPC61499
Intermediate Similarity	0.8015	NPC66705
Intermediate Similarity	0.8015	NPC172262
Intermediate Similarity	0.8015	NPC298900
Intermediate Similarity	0.8014	NPC112791
Intermediate Similarity	0.8014	NPC470216
Intermediate Similarity	0.8014	NPC196459
Intermediate Similarity	0.8014	NPC71739
Intermediate Similarity	0.8014	NPC94794
Intermediate Similarity	0.8014	NPC188632
Intermediate Similarity	0.8014	NPC470296
Intermediate Similarity	0.8014	NPC87609
Intermediate Similarity	0.8	NPC140521
Intermediate Similarity	0.8	NPC128216
Intermediate Similarity	0.8	NPC163398
Intermediate Similarity	0.7986	NPC469932
Intermediate Similarity	0.7986	NPC155552
Intermediate Similarity	0.7986	NPC254994
Intermediate Similarity	0.7984	NPC257188
Intermediate Similarity	0.7984	NPC13007
Intermediate Similarity	0.7972	NPC140120
Intermediate Similarity	0.7971	NPC266597
Intermediate Similarity	0.7971	NPC319870
Intermediate Similarity	0.7971	NPC148738
Intermediate Similarity	0.7971	NPC103001
Intermediate Similarity	0.7971	NPC73078
Intermediate Similarity	0.7971	NPC327612
Intermediate Similarity	0.7971	NPC250266
Intermediate Similarity	0.7969	NPC235190
Intermediate Similarity	0.7969	NPC180006
Intermediate Similarity	0.7969	NPC163200
Intermediate Similarity	0.7969	NPC319378
Intermediate Similarity	0.7967	NPC266116
Intermediate Similarity	0.7958	NPC178627
Intermediate Similarity	0.7958	NPC1886
Intermediate Similarity	0.7958	NPC469935
Intermediate Similarity	0.7958	NPC196137
Intermediate Similarity	0.7955	NPC95034
Intermediate Similarity	0.7955	NPC22783
Intermediate Similarity	0.7955	NPC142087
Intermediate Similarity	0.7953	NPC281356
Intermediate Similarity	0.7953	NPC295259
Intermediate Similarity	0.7943	NPC293852
Intermediate Similarity	0.7943	NPC62840
Intermediate Similarity	0.7943	NPC217083
Intermediate Similarity	0.7943	NPC59739
Intermediate Similarity	0.7943	NPC299080
Intermediate Similarity	0.7943	NPC185127
Intermediate Similarity	0.7943	NPC214236
Intermediate Similarity	0.7943	NPC78803
Intermediate Similarity	0.7941	NPC57601
Intermediate Similarity	0.7939	NPC249836
Intermediate Similarity	0.7939	NPC232692
Intermediate Similarity	0.7939	NPC202594
Intermediate Similarity	0.7937	NPC45104
Intermediate Similarity	0.7931	NPC151973
Intermediate Similarity	0.7929	NPC31081
Intermediate Similarity	0.7929	NPC245219
Intermediate Similarity	0.7926	NPC469956
Intermediate Similarity	0.7923	NPC154176
Intermediate Similarity	0.7923	NPC173350
Intermediate Similarity	0.7923	NPC273772
Intermediate Similarity	0.7923	NPC290605
Intermediate Similarity	0.7923	NPC109675
Intermediate Similarity	0.7923	NPC248786
Intermediate Similarity	0.792	NPC296526
Intermediate Similarity	0.7914	NPC201395
Intermediate Similarity	0.791	NPC113098
Intermediate Similarity	0.791	NPC327457
Intermediate Similarity	0.791	NPC86774
Intermediate Similarity	0.7902	NPC470322
Intermediate Similarity	0.7902	NPC181388
Intermediate Similarity	0.7899	NPC116775
Intermediate Similarity	0.7899	NPC187432
Intermediate Similarity	0.7899	NPC216361
Intermediate Similarity	0.7899	NPC281917
Intermediate Similarity	0.7899	NPC471068
Intermediate Similarity	0.7899	NPC471069
Intermediate Similarity	0.7899	NPC38874
Intermediate Similarity	0.7899	NPC256042
Intermediate Similarity	0.7895	NPC46192
Intermediate Similarity	0.7895	NPC167463
Intermediate Similarity	0.7895	NPC2596
Intermediate Similarity	0.7895	NPC185066
Intermediate Similarity	0.7891	NPC230951
Intermediate Similarity	0.7891	NPC168050
Intermediate Similarity	0.7891	NPC14177
Intermediate Similarity	0.7883	NPC248872
Intermediate Similarity	0.7874	NPC74821
Intermediate Similarity	0.7872	NPC14871
Intermediate Similarity	0.7872	NPC105648
Intermediate Similarity	0.7868	NPC31849
Intermediate Similarity	0.7868	NPC205797
Intermediate Similarity	0.7868	NPC1220
Intermediate Similarity	0.7868	NPC142563
Intermediate Similarity	0.7868	NPC83535
Intermediate Similarity	0.7868	NPC469952
Intermediate Similarity	0.7868	NPC291551
Intermediate Similarity	0.7868	NPC469955
Intermediate Similarity	0.7868	NPC141822
Intermediate Similarity	0.7868	NPC241165
Intermediate Similarity	0.7863	NPC107846
Intermediate Similarity	0.7863	NPC221798
Intermediate Similarity	0.7863	NPC6888
Intermediate Similarity	0.7863	NPC27671
Intermediate Similarity	0.7863	NPC98509
Intermediate Similarity	0.7863	NPC291899
Intermediate Similarity	0.7863	NPC201667

Drug Structure

NPD3225 OpenBabel08211703112D 27 30 0 0 0 0 0 0 0 0999 V2000 -6.7047 -0.9677 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5143 -1.4516 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7047 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5143 -0.4839 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8666 -1.4516 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6762 -1.9355 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8666 0.4839 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6762 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6762 -1.9355 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0285 -0.9677 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8381 -1.4516 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3524 -0.9677 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8381 -1.4516 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0285 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8381 -0.4839 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1904 -1.4516 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.9355 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3524 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8381 -0.4839 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1904 -2.4194 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.9032 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5143 0.4839 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6762 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.1904 0.4839 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.0285 -2.9032 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8381 -3.3871 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 2 0 0 0 0 1 5 1 0 0 0 0 2 4 2 0 0 0 0 2 6 1 0 0 0 0 3 7 1 0 0 0 0 4 8 1 0 0 0 0 5 10 2 0 0 0 0 6 11 2 0 0 0 0 7 14 2 0 0 0 0 8 15 2 0 0 0 0 9 12 1 0 0 0 0 9 13 1 0 0 0 0 10 14 1 0 0 0 0 10 16 1 0 0 0 0 11 15 1 0 0 0 0 11 17 1 0 0 0 0 12 16 2 0 0 0 0 12 18 1 0 0 0 0 13 17 2 0 0 0 0 13 19 1 0 0 0 0 14 24 1 0 0 0 0 15 25 1 0 0 0 0 16 20 1 0 0 0 0 17 21 1 0 0 0 0 18 22 2 0 0 0 0 18 24 1 0 0 0 0 19 23 2 0 0 0 0 19 25 1 0 0 0 0 20 26 1 0 0 0 0 21 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000768
DrugBank	DB00266
ChEMBL	CHEMBL1466
IUPHAR/BPS	6808
PharmaGKB	PA449298
KEGG Drug	D03798
PubChem CID	54676038
ChEBI	4513
CAS Number	66-76-2

Drug Properties

Molecular Weight	336.06
ALogP	-0.3078
MLogP	2.89
XLogP	4.227
HDA	4
HBD	2
Rotatable Bonds	4
TPSA	93.06
RO5 Violation	0